Comprehensive Summary Terpyridine ligands have been applied as a class of unique ligands due to their rich coordination chemistry in the catalysis.Herein,we developed a new class of C_(2)-symmetric chiral terpyridine-...Comprehensive Summary Terpyridine ligands have been applied as a class of unique ligands due to their rich coordination chemistry in the catalysis.Herein,we developed a new class of C_(2)-symmetric chiral terpyridine-pyrroloimidazolone ligands(TPy-BPI).Their catalytic activity was evaluated in the asymmetric Friedel-Crafts alkylation of indoles with 2,3-dioxopyrrolidines.Excellent yields(up to 92%)and high enantioselectivities(up to 97%ee)are obtained for a wide range of substrates under mild conditions.展开更多
Chiral bipyridines represent a class of ligands noted for their distinctive reactivity and stereoselectivity in metal-catalyzed reactions.Herein,we have developed a new class of bifunctional C_(2)-symmetric chiral bip...Chiral bipyridines represent a class of ligands noted for their distinctive reactivity and stereoselectivity in metal-catalyzed reactions.Herein,we have developed a new class of bifunctional C_(2)-symmetric chiral bipyridine-type tetradentate ligands,abbreviated as Bpy-Bisulidines.These crab-shape ligands feature that:(1)bipyridine framework possesses the rich coordination ability with various metal ions;(2)chiral imidazolidine could generate a deep chiral pocket;(3)C_(2)-symmetry could reduce the number of possible transition states;(4)rigid chiral enviroments are close to the metal,and(5)imidazolidine N-H moiety acts as hydrogen-bonding donor.The newly developed chiral Bpy-Bisulidine ligands were successfully applied in Ni(II)-catalyzed asymmetric Friedel-Crafts alkylation reaction and inverse-electron-demand Hetero-Diels-Alder reactions,achieving excellent stereoselectivities.Our work is the first example of bifunctional C_(2)-symmetric chiral imidazolidine-type tetradentate ligands.X-ray crystallographic analysis of the Bpy-Bisulidine-Ni(OTf)_(2)complex,control experiments and linear correlation showed that the catalytically active species was a monomeric catalyst.展开更多
基金the financial support from the NSFC(22061006)Key Laboratory of Applied Surface and Colloid Chemistry(Shaanxi Normal University)of Ministry of Education,Natural Science Basic Research Plan in Shaanxi Province of China(No.2024JC-YBMS-119)+1 种基金Key Research and Development Plan Project of Xianyang(L2023-ZDYF-QYCX-030)Guizhou Provincial Basic Research Program(GCC[2023]078,ZK[2023]043,ZK[2022]144).
文摘Comprehensive Summary Terpyridine ligands have been applied as a class of unique ligands due to their rich coordination chemistry in the catalysis.Herein,we developed a new class of C_(2)-symmetric chiral terpyridine-pyrroloimidazolone ligands(TPy-BPI).Their catalytic activity was evaluated in the asymmetric Friedel-Crafts alkylation of indoles with 2,3-dioxopyrrolidines.Excellent yields(up to 92%)and high enantioselectivities(up to 97%ee)are obtained for a wide range of substrates under mild conditions.
基金the financial support from the NSFC(22361009)Guizhou Provincial Basic Research Program(GCC[2023]078,ZK[2023]043,ZK[2024]374).
文摘Chiral bipyridines represent a class of ligands noted for their distinctive reactivity and stereoselectivity in metal-catalyzed reactions.Herein,we have developed a new class of bifunctional C_(2)-symmetric chiral bipyridine-type tetradentate ligands,abbreviated as Bpy-Bisulidines.These crab-shape ligands feature that:(1)bipyridine framework possesses the rich coordination ability with various metal ions;(2)chiral imidazolidine could generate a deep chiral pocket;(3)C_(2)-symmetry could reduce the number of possible transition states;(4)rigid chiral enviroments are close to the metal,and(5)imidazolidine N-H moiety acts as hydrogen-bonding donor.The newly developed chiral Bpy-Bisulidine ligands were successfully applied in Ni(II)-catalyzed asymmetric Friedel-Crafts alkylation reaction and inverse-electron-demand Hetero-Diels-Alder reactions,achieving excellent stereoselectivities.Our work is the first example of bifunctional C_(2)-symmetric chiral imidazolidine-type tetradentate ligands.X-ray crystallographic analysis of the Bpy-Bisulidine-Ni(OTf)_(2)complex,control experiments and linear correlation showed that the catalytically active species was a monomeric catalyst.
